tertiary alpha-hydroxy ketone tigliane cyclic ketone enone tetracyclic diterpenoid phorbol 0 4,9,12beta,13,20-pentahydroxy-1,6-tigliadien-3-on C=1[C@@]2([C@@]([C@]3([C@@](C(=O)C(=C3)C)(CC1CO)O)[H])([C@H](C)[C@H]([C@@]4([C@]2(C4(C)C)[H])O)O)O)[H] QGVLYPPODPLXMB-UBTYZVCOSA-N C20H28O6 LIPID_MAPS_instance:LMPR0104330001 Beilstein:2341335 364.18859 KNApSAcK:C00003465 PMID:27007853 chebi_ontology 4,9,12beta,13,20-pentahydroxytiglia-1,6-dien-3-one 364.433 CHEBI:8116 InChI=1S/C20H28O6/c1-9-5-13-18(24,15(9)22)7-11(8-21)6-12-14-17(3,4)20(14,26)16(23)10(2)19(12,13)25/h5-6,10,12-14,16,21,23-26H,7-8H2,1-4H3/t10-,12+,13-,14-,16-,18-,19-,20-/m1/s1 A diterpenoid with the structure of tigliane hydroxylated at C-4, -9, -12(beta), -13 and -20, with an oxo group at C-3 and unsaturation at the 1- and 6-positions. Phorbol CAS:17673-25-5 KEGG:C09155 (1aR,1bS,4aR,7aS,7bS,8R,9R,9aS)-4a,7b,9,9a-tetrahydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-1,1a,1b,4,4a,7a,7b,8,9,9a-decahydro-5H-cyclopropa[3,4]benzo[1,2-e]azulen-5-one